(S)-3-Methyl-2-(8-(2-oxooxazolidin-3-yl)dibenzo[b,d]furan-3-sulfonamido)butanoic Acid

ID: ALA550038

Chembl Id: CHEMBL550038

Cas Number: 1025717-75-2

PubChem CID: 44224245

Max Phase: Preclinical

Molecular Formula: C20H20N2O7S

Molecular Weight: 432.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NS(=O)(=O)c1ccc2c(c1)oc1ccc(N3CCOC3=O)cc12)C(=O)O

Standard InChI:  InChI=1S/C20H20N2O7S/c1-11(2)18(19(23)24)21-30(26,27)13-4-5-14-15-9-12(22-7-8-28-20(22)25)3-6-16(15)29-17(14)10-13/h3-6,9-11,18,21H,7-8H2,1-2H3,(H,23,24)/t18-/m0/s1

Standard InChI Key:  FWPVXLYOKAOERT-SFHVURJKSA-N

Alternative Forms

1. Parent:

   

   ALA550038

   L-Valine, N-((8-(2-oxo-3-oxazolidinyl)-3-dibenzofuranyl)sulfonyl)-

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 432.45

Molecular Weight (Monoisotopic): 432.0991

AlogP: 2.93

#Rotatable Bonds: 6

Polar Surface Area: 126.15

Molecular Species: ACID

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.86

CX Basic pKa: ┄

CX LogP: 2.46

CX LogD: -0.77

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.61

Np Likeness Score: -1.27

References

1. Li W, Li J, Wu Y, Rancati F, Vallese S, Raveglia L, Wu J, Hotchandani R, Fuller N, Cunningham K, Morgan P, Fish S, Krykbaev R, Xu X, Tam S, Goldman SJ, Abraham W, Williams C, Sypek J, Mansour TS..  (2009)  Identification of an orally efficacious matrix metalloprotease 12 inhibitor for potential treatment of asthma.,  52  (17): [PMID:19725580] [10.1021/jm900809r]

2. Wu Y, Li J, Wu J, Morgan P, Xu X, Rancati F, Vallese S, Raveglia L, Hotchandani R, Fuller N, Bard J, Cunningham K, Fish S, Krykbaev R, Tam S, Goldman SJ, Williams C, Mansour TS, Saiah E, Sypek J, Li W..  (2012)  Discovery of potent and selective matrix metalloprotease 12 inhibitors for the potential treatment of chronic obstructive pulmonary disease (COPD).,  22  (1): [PMID:22153340] [10.1016/j.bmcl.2011.11.046]

Source

Source(1):

• Scientific Literature